Enantioselective Synthesis of (+)-Estrone Exploiting a Hydrogen Bond-Promoted Diels− Alder Reaction

M Weimar, G Dürner, JW Bats…

文献索引：Weimar, Marko; Duerner, Gerd; Bats, Jan W.; Goebel, Michael W. Journal of Organic Chemistry, 2010 , vol. 75, # 8 p. 2718 - 2721

全文：HTML全文

被引用次数: 32

摘要

Starting from Dane's diene and methylcyclopentenedione,(+)-estrone is synthesized along the Quinkert− Dane route in 24% total yield. The key step is an enantioselective Diels− Alder reaction promoted by an amidinium catalyst as efficiently as by a traditional Ti-TADDOLate Lewis acid.